Ink-jet ink and recording material

ABSTRACT

The present invention relates to an ink-jet ink, an ink-jet recording material or an ink-jet system containing at least one water-soluble hindered amine compounds of the general formula (I) or (II): wherein G 1  and G 2  are independently alkyl of (1) to (4) carbon atoms or are together pentamethylene; Z 1  and Z 2  are each methyl, or Z 1  and Z 2 ?together form an unsubstituted linking moiety or a linking moiety substituted by one or more groups selected from an ester, ether, hydroxy, oxo, cyanohydrin, amide, amino, carboxy or an urethane group; E is oxyl; X is an inorganic or organic anion; and wherein the local charge of cations h is equal to the total charge of anions j.

[0001] The present invention relates to an ink-jet ink, an Ink-jetrecording material or an ink-jet system with improved properties.

[0002] In the ink-jet process, an image is produced by ejecting inkdroplets onto a recording material through a noble. The ink is in mostcases an aqueous solution of a dye. The recording material shouldrapidly and permanently fix the said dye. Specially prepared papers orplastic films provided with a dye-binding layer are mostly used for thispurpose. Owing to the fineness of the nozzles, dyes which are completelydissolved in the ink vehicle are preferred to pigments. Besides, dyesoffer a higher chroma and a better colour gamut when compared topigments. However, ink-jet dyes usually have a poorer fastness to lightthan, for example, the coloured pigments customary in conventionalprinting inks. As a result, images produced by ink-jet printing usuallyhave a limited lifetime when subjected to light and thus rapidly beginto fade or discolour.

[0003] Various classes of substances have already been proposed for thispurpose, e.g. water soluble dialkoxybenzenes (EP-A-373 573),water-insoluble phenols, bisphenols, hydroquinones arid hydroquinonediethers (GB 2 088 777), and water soluble phenols and bisphenols (U.S.Pat. No. 5,509,957 and U.S. Pat. No. 5,089,050). The use ofwater-insoluble hindered amine compounds in ink-jet ink or media hasbeen reported in e.g. JP-A-2000062310, JP-A-05239389 and JP-A-11348418.The use of specific water-soluble or water-dispersible N-heterocyclic oraliphatic amine compounds in ink-jet inks or media has been disclosed inEP-A-882 600 and JP-A-2000044851. The use of defined nitroxyl compoundsin ink jet recording media has been reported in JP11-170 686A2;JP2001-26178A2; JP2001-139851A2.

[0004] It has now been found that certain water-soluble stericallyhindered amine N-oxyls or N-hydroxyls provide outstanding protectionagainst light-induced fading of ink-jet prints.

[0005] The present invention therefore relates to an ink-jet inkcontaining at least one water-soluble hindered amine compound of thegeneral formula (I) or (II):

[0006] wherein

[0007] G₁ and G₂ are independently alkyl of 1 to 4 carbon atoms or aretogether pentamethylene;

[0008] Z₁ and Z₂ are each methyl, or Z₁ and Z₂ together form anunsubstituted linking moiety or a linking moiety substituted by one ormore groups selected from an ester, ether, hydroxy, oxo, cyanohydrin,amide, amino, carboxy or an urethane group;

[0009] E is oxyl;

[0010] X is an inorganic or organic anion;

[0011] h and j are a number of 1 to 5; and

[0012] wherein the total charge of cations h is equal to the totalcharge of anions j.

[0013] Preferred are compounds of formula (II).

[0014] Examples for X include X as phosphate, carbonate, bicarbonate,nitrate, chloride, bromide, bisulfite, sulfite, bisulfate, sulfate,borate, carboxylate, an alkylsulfonate or an arylsulfonate, or aphosphonate, like, for example,diethylenetriaminepentamethylenephosphonate. X as carboxylate especiallyis a carboxylate of a mono-, di-, tri- or tetracarboxylic acid, mainlyof 1-18 carbon atoms, such as a formate, acetate, benzoate, citrate,oxalate, tartrate, acrylate, polyacrylate, fumarate, maleate, itaconate,glycolate, gluconate, malate, mandelate, tiglate, ascorbate,polymethacrylate, or of nitrilotriacetic acid,hydroxyethyl-ethylenediaminetriacetic acid, ethylenediaminetetraaceticacid or diethylenetriamine-pentaacetic acid.

[0015] Preferably, X is chloride, bisulfate, sulfate, phosphate,nitrate, ascorbate, formate, acetate, benzoate, oxalate, citrate, acarboxylate of ethylenediaminetetraacetic acid or ofdiethylene-triaminepentaacetic acid or polyacrylate, most preferably Xis chloride, bisulfate or citrate.

[0016] The values h and j are preferably in the range from 1-5.

[0017] Preferably, Z1 and Z2 together are a hydrocarbon linking moietycontaining 1-200, especially 1-60 carbon atoms and 0-60, especially 0-30heteroatoms selected from oxygen atoms and nitrogen atoms.

[0018] More preferably, Z1 and Z2 as a linking moiety are a chain of 2or 3 carbon atoms or 1 or 2 carbon atoms and a nitrogen or oxygen atomforming together with the remaining structure in formula (I) or (II) asaturated unsubstituted 5- or 6-membered heterocyclic ring or a 5- or6-membered heterocyclic ring substituted by one or more groups selectedfrom an ester, ether, hydroxy, oxo, cyanohydrin, amide, amino, carboxyor an urethane group. The substituents in Z1 and Z2 themselves maycontain hindered amine moieties. Preferred are compounds of the formula(I) or (II) containing 1-4, especially 1 or 2 hindered amine or hinderedammonium moieties.

[0019] Groups denoted as alkyl are, within the definitions given, forexample methyl, ethyl, propyl such as n- or isopropyl, butyl such as n-,iso-, sec- and tert-butyl.

[0020] Any group denoted as aryl mainly means C₆-C₁₂aryl, preferablyphenyl or naphthyl, especially phenyl.

[0021] Groups denoted as alkyl are, within the definitions given, mainlyC₁-C₁₈alkyl, for example methyl, ethyl, propyl such as n- or isopropyl,butyl such as n-, iso-, sec- and tert-butyl, pentyl, hexyl, heptyl,octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl,hexadecyl, heptadecyl or octadecyl.

[0022] Groups denoted as alkylene are, within the definitions given, forexample methylene, 1,2-ethylene, 1,1-ethylene, 1,3-propylene,1,2-propylene, 1,1-propylene, 2,2-propylene, 1,4-butylene, 1,3-butylene,1,2-butylene, 1,1-butylene, 2,2-butylene, 2,3-butylene, or —C₅H₁₀—,—C₆H₁₂—, C₇H₁₄, —C₈H₁₆—, —C₉H₁₈—, —C₁₀H₂₀—, —C₁₁H₂₂—, —C₁₂H₂₄—,—C₁₃H₂₆—, —C₁₄H₂₈—, —C₁₅H₃₀—, —C₁₆H₃₂—, —C₁₇H₃₄—, —C₁₈H₃₆—.

[0023] Groups denoted as cycloalkyl or cycloalkoxy are mainlyC₅-C₁₂cycloalkyl or C₅-C₁₂cycloalkoxy, the cycloalkyl part being, forexample, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclononyl,cyclodecyl, cycloundecyl or cyclododecyl. Cycloalkenyl is mainlyC₅-C₁₂cycloalkenyl including cyclopentenyl, cyclohexenyl, cycloheptenyl,cyclooctenyl, cyclononenyl, cyclodecenyl, cycloundecenyl,cyclododecenyl.

[0024] Aralkyl or aralkoxy is preferably phenylalkyl or phenylalkoxy,which is allkyl or alkoxy substituted by phenyl. Examples forphenylalkyl or phenylalkoxy are, within the definitions given, benzyl,benyloxy, α-methylbenzyl, α-methylbenzyloxy, cumyl, cumyloxy.

[0025] Residues alkenyl are mainly alkenyl of 2 to 18 carbon atoms, mostpreferably allyl.

[0026] Residues alkynyl are mainly alkynyl of 2 to 12 carbon atoms,preferred is propargyl.

[0027] A group denoted as acyl is mainly R(C═O)—, where R is analiphatic or aromatic moiety.

[0028] An aliphatic or aromatic moiety, such as mentioned above or otherdefinitions, mainly is an aliphatic or aromatic C₁-C₃₀hydrocarbon;examples are aryl, alkyl, cycloalkyl, alkenyl, cycloalkenyl,bicycloalkyl, bicycloalkenyl, and combinations of these groups.

[0029] Examples for acyl groups are alkanoyl of 2 to 12 carbon atoms,alkenoyl of 3 to 12 carbon atoms, benzoyl.

[0030] Alkanoyl embraces, for example, formyl, acetyl, propionyl,butyryl, pentanoyl, octanoyl; preferred is C₂-C₈alkanoyl, especiallyacetyl.

[0031] Residues alkenoyl are most preferably acryloyl or methacryloyl.

[0032] The alkyl groups in the different substituents may be linear orbranched.

[0033] Examples for alkenyl groups with 2 to 4 carbon atoms are ethenyl,propenyl, butenyl. Examples for alkyl groups with 1 to 4 carbon atomsinterrupted by one or two oxygen atoms are —CH₂—O—CH₃, —CH₂—CH₂—O—CH₃,—CH₂—CH₂—O—CH₂—CH₃, —CH₂—O—CH₂—CH₂—O—CH₃ or —CH₂—O—CH₂—O—CH₂.

[0034] Examples for hydroxy substituted alkyl groups with 2 to 6 carbonatoms are hydroxy ethyl, di-hydroxy ethyl, hydroxy propyl, di-hydroxypropyl, hydroxy butyl, hydroxy pentyl or hydroxy hexyl.

[0035] The solubility of the compounds of formula (I) or (II) in waterat 20° C. and standard pressure is preferably at least 1 g/l, mostpreferably at least 10 g/l.

[0036] The invention also relates to an ink-jet recording materialcontaining at least one water soluble hindered amine of the generalformula (I) or (II) as defined above.

[0037] Furthermore, the invention relates to an ink-jet system,comprising a recording material and at least one coloured ink to beapplied to the recording material by means of an ink-jet nozzle,characterised in that at least either the recording material or at leastone coloured ink contains at least one water soluble hindered amine ofthe general formula (I) or (II) as defined above.

[0038] Furthermore, the invention relates to a process for stabilisingink-jet prints which comprises applying to a recording material forink-jet printing an ink composition containing a water soluble dye or asolution of a dye in an organic solvent and at least one compound of theformula (I) or (II) as defined above and drying said recording material.

[0039] In another embodiment the process for stabilising ink-jet printscomprises applying to a recording material for ink-jet printing acasting or coating dispersion or an aqueous or organic solutioncontaining at least one compound of the formula (I) or (II) as definedabove and further applying either an ink composition containing a watersoluble dye or a solution of a dye in an organic solvent; or an inkcomposition containing a water soluble dye or a solution of a dye in anorganic solvent and at least one compound of the formula (I) or (II) anddrying said recording material.

[0040] Examples of especially suited compounds of formulae (I) or (II)are those of formulae A to EE and A* to EE* and (III) to (IIIc):

[0041] wherein

[0042] E is oxyl;

[0043] R is hydrogen or methyl; and

[0044] in formula A and A* n is 1 or 2, and

[0045] when n is 1,

[0046] R₁ is hydrogen, alkyl of 1 to 18 carbon atoms, alkenyl of 2-18carbon atoms, propargyl, glycidyl, alkyl of 2 to 50 carbon atomsinterrupted by one to twenty oxygen atoms, said alkyl substituted by oneto ten hydroxyl groups or both interrupted by said oxygen atoms andsubstituted by said hydroxyl groups, or

[0047] R₁ is alkyl of 1 to 4 carbon atoms substituted by a carboxy groupor by —COOZ where Z is hydrogen, alkyl of 1 to 4 carbon atoms or phenyl,or where Z is said alkyl substituted by —(COO⁻)_(n)M^(n+) where n is 1-3and M is a metal ion from the 1 st, 2nd or 3rd group of the periodictable or is Zn, Cu, Ni or Co, or M is a group N^(n+)(R₂)₄ where R₂ isalkyl of 1 to 8 carbon atoms or benzyl,

[0048] when n is 2,

[0049] R₁ is alkylene of 1 to 12 carbon atoms, alkenylene of 4 to 12carbon atoms, xylylene or alkylene of 1 to 50 carbon atoms interruptedby one to twenty oxygen atoms, substituted by one to ten hydroxyl groupsor both interrupted by said oxygen atoms and substituted by saidhydroxyl groups;

[0050] in formula B and B* m is 1 to4, and

[0051] when m is 1,

[0052] R₂ is alkyl of 1 to 18 carbon atoms, alkyl of 3 to 18 carbonatoms interrupted by —COO—, alkyl of 3 to 18 carbon atoms substituted byCOOH or COO—, or R₂ is —CH₂(OCH₂CH₂)_(n)OCH₃

[0053] where n is 1 to 12, or

[0054] R₂ is cycloalkyl of 5 to 12 carbon atoms, aryl of 6 to 12 carbonatoms, or said aryl substituted by one to four alkyl groups of 1 to 4carbon atoms, or

[0055] R₂ is —NHR₃ where R₃ is alkyl of 1 to 18 carbon atoms, cycloalkylof 5 to 12 carbon atoms, aryl of 6 to 12 carbon atoms, or said arylsubstituted by one to four alkyl of 1 to 4 carbon atoms, or

[0056] R₂ is —N(R₃)₂ where R₃ is as defined above,

[0057] when m is 2,

[0058] R₂ is alkylene of 1 to 12 carbon atoms, alkenylene of 4 to 12carbon atoms, xylylene, alkylene of 2 to 12 carbon atoms interrupted by—COO—, alkylene of 3 to 18 carbon atoms substituted by COOH or COO—, orR₂ is —CH₂(OCH₂CH₂)_(n)OCH₂— where n is 1 to 12, or

[0059] R₂ is cycloalkylene of 5 to 12 carbon atoms, aralkylene of 7 to15 carbon atoms or arylene of 6 to 12 carbon atoms, or

[0060] R₂ is —NHR₄NH— where R₄ is alkylene of 2 to 18 carbon atoms,cycloalkylene of 5 to 12 carbon atoms, aralkylene of 8 to 15 carbonatoms or arylene of 6 to 12 carbon atoms, or

[0061] R₂ is —N(R₃)R₄N(R₃)— where R₃ and R₄ are as defined above, or

[0062] R₂ is —CO— or —NH—CO—NH—,

[0063] when m is 3,

[0064] R₂ is alkanetriyl of 3 to 8 carbon atoms or benzenetriyl, or

[0065] when m is 4,

[0066] R₂ is alkanetetrayl of 5 to 8 carbon atoms or benzenetetrayl,

[0067] in formula C and C*,

[0068] R₁₀ is hydrogen, alkyl of 1 to 18 carbon atoms, cycloalkyl of 5to 12 carbon atoms, aralkyl of 7 to 15 carbon atoms, alkanoyl of 2 to 18carbon atoms, alkenoyl of 3 to 5 carbon atoms or benzoyl,

[0069] x is 1 or 2, and

[0070] when x is 1,

[0071] R₁₁ is hydrogen, alkyl of 1 to 18 carbon atoms, alkenyl of 2 to18 carbon atoms, propargyl, glycidyl, alkyl of 2 to 50 carbon atomsinterrupted by one to twenty oxygen atoms, said alkyl substituted by oneto ten hydroxyl groups or both interrupted by said oxygen atoms andsubstituted by said hydroxyl groups, or

[0072] R₁₁ is alkyl of 1 to 4 carbon atoms substituted by a carboxygroup or by —COOZ where Z is hydrogen, alkyl of 1 to 4 carbon atoms orphenyl, or where Z is said alkyl substituted by —(COO⁻)_(n) M^(n+) wheren is 1-3 and M is a metal ion from the 1st, 2nd or 3rd group of theperiodic table or is Zn, Cu, Ni or Co, or M is a group N^(n+)(R₂)₄ whereR₂ is hydrogen, alkyl of 1 to 8 carbon atoms or benzyl, or

[0073] when x is 2,

[0074] R₁₁ is alkylene of 1 to 12 carbon atoms, alkenylene of 4 to 12carbon atoms, xylylene or alkylene of 1 to 50 carbon atoms interruptedby one to twenty oxygen atoms, substituted by one to ten hydroxyl groupsor both interrupted by said oxygen atoms and substituted by saidhydroxyl groups,

[0075] in formula D and D* y is 1 to 4,

[0076] R₁₀ is as defined above,

[0077] and R₁₂ is defined as R₂ above,

[0078] in formula E and E* k is 1 or 2,

[0079] when k is 1,

[0080] R₂₀ and R₂₁ are independently alkyl of 1 to 12 carbon atoms,alkenyl of 2 to 12 carbon atoms or aralkyl of 7 to 15 carbon atoms, orR₂₀ is also hydrogen, or

[0081] R₂₀ and R₂₁ together are alkylene of 2 to 8 carbon atoms or saidalkylene substituted by hydroxyl, or are acyloxy-alkylene of 4 to 22carbon atoms, or

[0082] when k is 2,

[0083] R₂₀and R₂₁ are together (—CH₂)₂C(CH₂—)₂,

[0084] in formula F and F*,

[0085] R₃₀ is hydrogen, alkyl of 1 to 18 carbon atoms, benzyl, glycidyl,or alkoxyalkyl of 2 to 6 carbon atoms,

[0086] g is 1 or 2,

[0087] when g is 1, R₃₁ is defined as R₁ above when n is 1,

[0088] when g is 2, R₃₁ is defined as R₁ above when n is 2,

[0089] in formula G and G*,

[0090] Q₁ is —NR₄₁— or —O—,

[0091] E₁ is alkylene of 1 to 3 carbon atoms, or E₁ is —CH₂—CH(R₄₂)—O—where R₄₂ is hydrogen, methyl or phenyl, or E₁ is —(CH₂)₃—NH— or E₁ is adirect bond,

[0092] R₄₀ is hydrogen or alkyl of 1 to 18 carbon atoms,

[0093] R₄₁ is hydrogen, alkyl of 1 to 18 carbon atoms, cycloalkyl of 5to 12 carbon atoms, aralkyl of 7 to 15 carbon atoms, aryl of 6 to 10carbon atoms, or R₄₁ is —CH₂—CH(R₄₂)—OH where R₄₂ is as defined above,

[0094] in formula H and H* p is 1 or 2,

[0095] T₄ is as defined for R₁₁ when x is 1 or 2,

[0096] M and Y are independently methylene or carbonyl, preferably M ismethylene and Y is carbonyl,

[0097] in formula(I)and I*,

[0098] this formula denotes a recurring structural unit of a polymerwhere T₁ is ethylene or 1,2-propylene or is the repeating structuralunit derived from an alpha-olefin copolymer with an alkyl acrylate ormethacrylate, and where

[0099] q is 2 to 100,

[0100] Q₁ is —N(R₄₁)— or —O— where R₄₁ is as defined above,

[0101] in formula J and J*,

[0102] r is 1 or 2,

[0103] T₇ is as defined for R₁ when n is 1 or 2 in formula A,

[0104] preferably T₇ is octamethylene when r is 2,

[0105] in formula L and L* u is 1 or 2,

[0106] T₁₃ is as defined for R₁ when n is 1 or 2 in formula A, with theproviso that T₁₃ is not hydrogen when u is 1,

[0107] in formula M and M*,

[0108] E₁ and E₂, being different, each are —CO— or —N(E₅)— where E₅ ishydrogen, alkyl of 1 to 12 carbon atoms or alkoxycarbonylalkyl of 4 to22 carbon atoms, preferably E₁ is —CO— and E₂ is —N(E₅)—,

[0109] E₃ is hydrogen, alkyl of 1 to 30 carbon atoms, phenyl, naphthyl,said phenyl or said naphthyl substituted by chlorine or by alkyl of 1 to4 carbon atoms, or phenylalkyl of 7 to 12 carbon atoms, or saidphenylalkyl substituted by alkyl of 1 to 4 carbon atoms,

[0110] E₄ is hydrogen, alkyl of 1 to 30 carbon atoms, phenyl, naphthylor phenylalkyl of 7 to 12 carbon atoms, or

[0111] E₃ and E₄ together are polymethylene of 4 to 17 carbon atoms, orsaid polymethylene substituted by one to four alkyl of 1 to 4 carbonatoms, preferably methyl,

[0112] in formula O and O*,

[0113] R₁₀ is as defined for R₁₀ in formula C,

[0114] in formula P and P*,

[0115] E₆ is an aliphatic or aromatic tetravalent radical, preferablyneopentanetetrayl or benzenetetrayl,

[0116] in formula T and T*,

[0117] R₅₁ is hydrogen, alkyl of 1 to 18 carbon atoms, cycloalkyl of 5to 12 carbon atoms, or aryl of 6 to 10 carbon atoms,

[0118] R₅₂ is hydrogen or alkyl of 1 to 18 carbon atoms, or

[0119] R₅₁ and R₅₂ together of alkylene of 4 to 8 carbon atoms,

[0120] f is 1 or 2,

[0121] when f is 1,

[0122] R₅₀ is as defined for R₁₁ in formula C when x is 1, or R₅₀ is—(CH₂)_(z)COOR₅₄ where z is 1 to 4 and

[0123] R₅₄ is hydrogen or alkyl of 1 to 18 carbon atoms, or R₅₄ is ametal ion from the 1st, 2nd or 3rd group of the periodic table or agroup —N(R₅₅)₄ where R₅₅ is hydrogen, alkyl of 1 to 12 carbon atoms orbenzyl,

[0124] when f is 2,

[0125] R₅₀ is as defined for R₁₁ in formula C when x is 2,

[0126] in formula U and U*,

[0127] R₅₃, R₅₄, R₅₅ and R₅₆ are independently alkyl of 1 to 4 carbonatoms or are together pentamethylene.

[0128] in formula V and V*,

[0129] R₅₇, R₅₈, R₅₉ and R₆₀ are independently alkyl of 1 to 4 carbonatoms or are together pentamethylene.

[0130] in formula W and W*,

[0131] R₆₁, R₆₂, R₆₃ and R₆₄ are independently alkyl of 1 to 4 carbonatoms or are together pentamethylene,

[0132] R₆₅ is alkyl of 1 to 5 carbon atoms,

[0133] M is hydrogen or oxygen,

[0134] wherein in formulas X to CC and X* to CC*

[0135] n is 2 to 3,

[0136] G₁ is hydrogen, methyl, ethyl, butyl or benzyl,

[0137] m is 1 to 4,

[0138] x is 1 to 4,

[0139] when x is 1, R₁ and R₂ are independently alkyl of 1 to 18 carbonatoms, said alkyl interrupted by one to five oxygen atoms, said alkylsubstituted by 1 to 5 hydroxyl groups or said alkyl both interrupted bysaid oxygen atoms and substituted by said hydroxyl groups; cycloalkyl of5 to 12 carbon atoms, aralkyl of 7 to 15 carbon atoms, aryl of 6 to 10carbon atoms or said aryl substituted by one to three alkyl of 1 to 8carbon atoms, or R₁ is also hydrogen, or R₁ and R₂ are togethertetramethylene, pentamethylene, hexamethylene or 3-oxapentamethylene,

[0140] when x is 2,

[0141] R₁ is hydrogen, alkyl of 1 to 8 carbon atoms, said alkylinterrupted by one or two oxygen atoms, said alkyl substituted by ahydroxyl group, or said alkyl both interrupted by one or two oxygenatoms and substituted by a hydroxyl group,

[0142] R₂ is alkylene of 2 to 18 carbon atoms, said alkylene interruptedby one to five oxygen atoms, said alkylene substituted by 1 to 5hydroxyl groups or said alkylene both interrupted by said oxygen atomsand substituted by said hydroxyl groups; o-, m- or p-phenylene or saidphenylene substituted by one or two alkyl of 1 to 4 carbon atoms, or

[0143] R₂ is —(CH₂)_(k)O[(CH₂)_(k)O]_(h)(CH₂)_(k)— where k is 2 to 4 andh is 1 to 40, or

[0144] R₁ and R₂ together with the two N atoms to which they areattached are piperazin-1,4-diyl,

[0145] when x is 3,

[0146] R₁ is hydrogen,

[0147] R₂ is alkylene of 4 to 8 carbon atoms interrupted by one nitrogenatom,

[0148] when x is 4,

[0149] R₁ is hydrogen,

[0150] R₂ is alkylene of 6 to 12 carbon atoms interrupted by twonitrogen atoms,

[0151] R₃ is hydrogen, alkyl of 1 to 8 carbon atoms, said alkylinterrupted by one or two oxygen atoms, said alkyl substituted by ahydroxyl group, or both interrupted by one or two oxygen atoms andsubstituted by a hydroxyl group,

[0152] p is 2 or 3, and

[0153] Q is an alkali metal salt, ammonium or N⁺(G₁)₄,

[0154] and in formula DD and DD*

[0155] m is 2 or 3,

[0156] when m is 2,

[0157] G is —(CH₂CHR—O)_(r)CH₂CHR—, where r is 0 to 3, and R is hydrogenor methyl, and

[0158] when m is 3, G is glyceryl,

[0159] in formula EE and EE*

[0160] G₂ is —CN, —CONH₂ or —COOG₃ where G₃ is hydrogen, alkyl of 1 to18 carbon atoms or phenyl

[0161] X is an inorganic or organic anion, such as phosphate,phosphonate, carbonate, bicarbonate, nitrate, chloride, bromide,bisulfite, sulfite, bisulfate, sulfate, borate, formate, acetate,benzoate, citrate, oxalate, tartrate, acrylate, polyacrylate, fumarate,maleate, itaconate, glycolate, gluconate, malate, mandelate, tiglate,ascorbate, polymethacrylate, a carboxylate of nitrilotriacetic acid,hydroxyethylethylenediaminetriacetic acid, ethylenediaminetetraaceticacid or of diethylenetriaminepentaacetic acid, adiethylenetriaminepentamethylenephosphonate, an alkylsulfonate or anarylsulfonate, and where the total charge of cations h is equal to thetotal charge of anions j;

[0162] in formulae (III) to (IIIc)

[0163] A11 is OR₁₀₁ or NR₁₁₁R₁₁₂

[0164] R₁₀₁ is alkenyl of 2 to 4 carbon atoms, propargyl, glycidyl,alkyl of 2 to 6 carbon atoms interrupted by one or two oxygen atoms,substituted by one to three hydroxyl groups or both interrupted by saidoxygen atoms and substituted by said hydroxyl groups, or R₁₀₁ is alkylof 1 to 4 carbon atoms substituted by carboxy or by the alkali metal,ammonium or C₁-C₄alkylammonium salts thereof; or R₁₀₁ is alkylsubstituted by COOE₁₀ where E₁₀ is methyl or ethyl,

[0165] R₁₀₂ is alkyl of 3 to 5 carbon atoms interrupted by —COO— or by—CO—, or R₁₀₂ is —CH₂(OCH₂CH₂)_(c)COCH₃ where c is 1 to 4; or

[0166] R₁₀₂ is —NHR₁₀₃ where R₁₀₃ is alkyl of 1 to 4 carbon atoms,

[0167] a is 2 to 4,

[0168] when a is 2,

[0169] T₁₁ is —(CH₂CHR₁₀₀—O)_(d)CH₂CHR₁₀₀—, where d is 0 or 1, and R₁₀₀is hydrogen or methyl,

[0170] when a is 3, T₁₁ is glyceryl,

[0171] when a is 4, T₁₁ is neopentanetetrayl,

[0172] b is 2 or 3,

[0173] when b is 2,

[0174] G₁₁ is —(CH₂CHR₁₀₀—O)_(d)CH₂CHR₁₀₀—, where d is 0 or 1, and R₁₀₀is hydrogen or methyl, and

[0175] when b is 3, G₁₁ is glyceryl;

[0176] R₁₁₁ is hydrogen, unsubstituted alkyl of 1 to 4 carbon atoms,alkyl of 1 to 4 carbon atoms substituted by one or two hydroxyl, alkylof 1 to 4 carbon atoms interrupted by one or two oxygen atoms, or bothsubstituted by one hydroxyl and interrupted by one or two oxygen atoms,

[0177] R₁₁₂ is —CO—R₁₁₃ where R₁₁₃ has the same meaning as R₁₁₁, or R₁₁₃is NHR₁₁₄, wherein R₁₁₄ is unsubstituted alkyl of 1 to 4 carbon atoms,alkyl of 1 to 4 carbon atoms substituted by one or two hydroxyl, alkylof 1 to 4 carbon atoms substituted by alkoxy of 1 to 2 carbon atoms, orboth substituted by one hydroxyl and by alkoxy of 1 to 2 carbon atoms,or

[0178] R₁₁₁ and R₁₁₂ together are —CO—CH₂CH₂—CO—, or (CH₂)₆CO—; and withthe proviso that when

[0179] R₁₁₃ is alkyl of 1 to 4 carbon atoms, R₁₁₁ is not hydrogen.

[0180] Preferred compounds of general formulae (I) or (II) are those offormulae A, A*, B, B*, C, C*, D, D*, Q, Q*, R, R*, S, S*, X, X*, Y, Y*,Z and Z*, wherein

[0181] E is oxyl;

[0182] R is hydrogen;

[0183] in formula A and A* n is 1 or 2,

[0184] when n is 1,

[0185] R₁ is hydrogen, alkyl of 1 to 6 carbon atoms, alkenyl of 2-6carbon atoms, propargyl, glycidyl, alkyl of 2 to 20 carbon atomsinterrupted by one to ten oxygen atoms, said alkyl substituted by one tofive hydroxyl groups or both interrupted by said oxygen atoms andsubstituted by said hydroxyl groups, or

[0186] R₁ is alkyl of 1 to 4 carbon atoms substituted by a carboxy groupor by —COOZ where Z is hydrogen or alkyl of 1 to 4 carbon atoms,

[0187] when n is 2,

[0188] R₁ is alkylene of 1 to 8 carbon atoms, alkenylene of 4 to 8carbon atoms, alkylene of 1 to 20 carbon atoms interrupted by one to tenoxygen atoms, substituted by one to five hydroxyl groups or bothinterrupted by said oxygen atoms and substituted by said hydroxylgroups,

[0189] in formula B and B* m is 1 or 2

[0190] when m is 1,

[0191] R₂ is alkyl of 1 to 4 carbon atoms or R₂ is CH₂(OCH₂CH₂)_(n)OCH₃where n is 1 to 12, or

[0192] R₂ is phenyl, or said phenyl substituted by one to three methylgroups, or

[0193] R₂ is —NHR₃ where R₃ is alkyl of 1 to 4 carbon atoms or phenyl,or said phenyl substituted by one or two methyl groups,

[0194] when m is 2,

[0195] R₂ is alkylene of 1 to 8 carbon atoms, alkenylene of 4 to 8carbon atoms, or R₂ is —CH₂(OCH₂CH₂)_(n)OCH₂— where n is 1 to 12, or

[0196] R₂ is NHR₄NH where R₄ is of 2 to 6 carbon atoms, aralkylene of 8to 15 carbon atoms or arylene of 6 to 12 carbon atoms, or

[0197] R₂ is —CO— or —NHCONH,

[0198] in formula C and C*,

[0199] R₁₀ is hydrogen or, alkanoyl of 1 to 3 carbon atoms,

[0200] x is 1 or 2,

[0201] when x is 1,

[0202] R₁₁ is hydrogen, alkyl of 1 to 6 carbon atoms or glycidyl, or

[0203] R₁₁ is alkyl of 1 to 4 carbon atoms substituted by a carboxygroup or by COOZ where Z is hydrogen or alkyl of 1 to 4 carbon atoms,

[0204] when x is 2,

[0205] R₁₁ is alkylene of 1 to 6 carbon atoms,

[0206] in formula D and D*,

[0207] R₁₀ is hydrogen,

[0208] y is 1 or 2,

[0209] R₁₂ is defined as R₂ above,

[0210] in formula Y, Y*, Z and Z*,

[0211] x is 1 or 2,

[0212] when x is 1,

[0213] R₁ and R₂ are independently alkyl of 1 to 4 carbon atoms or R₁and R₂ are together tetramethylene, or pentamethylene,

[0214] R₂ is hydrogen or alkyl of 1 to 4 carbon atoms, said alkyl groupsubstituted by a hydroxyl group,

[0215] when x is 2,

[0216] R₁ is hydrogen, alkyl of 1 to 4 carbon atoms, said alkylsubstituted by a hydroxyl group,

[0217] R₂ is alkylene of 2 to 6 carbon atoms,

[0218] R₃ is as defined above.

[0219] Especially preferred compounds of formulae (I) or (II) are thoseof formulae A, A*, B, B*, C, C*, D, D*, Q, Q*, R and R*, wherein

[0220] E is oxyl and R is hydrogen,

[0221] in formula A and A*,

[0222] h is 1,

[0223] R is hydrogen, alkyl of 1 to 4 carbon atoms, glycidyl, alkyl of 2to 4 carbon atoms interrupted by one or two oxygen atoms, said alkylsubstituted by one or two hydroxyl groups or both interrupted by saidoxygen atoms and substituted by said hydroxyl groups, or

[0224] R₁ is alkyl of 1 to 4 carbon atoms substituted by —COOZ where Zis hydrogen or alkyl of 1 to 4 carbon atoms,

[0225] in formula B and B*,

[0226] m is 1 or 2,

[0227] R₂ is alkyl of 1 to 4 carbon atoms or R₂ is CH₂(OCH₂CH)_(n)OCH₃where n is 1 to 4,

[0228] when m is 2,

[0229] R₂ is alkylene of 1 to 8 carbon atoms,

[0230] in formula C and C*,

[0231] R₁₀ is hydrogen or alkanoyl of 1 or 2 carbon atoms,

[0232] x is 1 or 2,

[0233] when x is 1,

[0234] R₁₁ is hydrogen, alkyl of 1 to 4 carbon atoms or glycidyl,

[0235] R₁₁ is alkyl of 1 to 4 carbon atoms substituted by COOZ where Zis hydrogen or alkyl of 1 to 4 carbon atoms,

[0236] when x is 2,

[0237] R₁₁ is alkylene of 1 to 6 carbon atoms,

[0238] in formula D and D*,

[0239] R₁₀ is hydrogen,

[0240] y is 1 or 2,

[0241] R₁₂ is defined as R₂ above.

[0242] More particularly, the hindered amine compound is

[0243] (a) bis(1-oxyl-2,2-6-6-tetramethylpiperidin-4-yl) sebacate;

[0244] (b) 1-hydroxy-2,2-6-6-tetramethyl-4-acetoxypiperidinium citrate;

[0245] (c) 1-oxyl-2,2,6,6-tetramethyl-4-acetamidopiperidine;

[0246] (d) 1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidiniumbisulfate;

[0247] (e) 1-oxyl-2,2,6,6-tetramethyl-4-oxo-piperidine;

[0248] (f) 1-hydroxy-2,2,6,6-tetramethyl-4-oxo-piperidinium acetate;

[0249] (g) 1-oxyl-2,2,6,6-tetramethyl-4-methoxy-piperidine;

[0250] (h) 1-hydroxy-2,2,6,6-tetramethyl-4-methoxy-piperidinium acetate;

[0251] (i) 1-oxyl-2,2,6,6-tetramethyl-4-acetoxypiperidine;

[0252] (j) 1-oxyl-2,2,6,6-tetramethyl-4-propoxy-piperidine;

[0253] (k) 1-hydroxy-2,2,6,6-tetramethyl-4-propoxy-piperidinium acetate;

[0254] (l)1-oxyl-2,2,6,6-tetramethyl-4-(2-hydroxy4-oxapentoxy)piperidine;

[0255] (m)1-hydroxy-2,2,6,6-tetramethyl-4-(2-hydroxy-4-oxapentoxy)piperidiniumacetate;

[0256] (n) 1-oxyl-2,2,6,6-tetramethyl-4-hydroxypiperidine;

[0257] (o) 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium chloride;

[0258] (p) 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium acetate;

[0259] (q) 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidiniumbisulfate;

[0260] (r) 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium citrate;

[0261] (s) bis(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)citrate;

[0262] (t) tris(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)citrate.

[0263] (u) tetra(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)ethylenediamine-tetraacetate;

[0264] (v) tetra(1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidinium)ethylenediamine-tetraacetate;

[0265] (w) tetra(1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperidinium)ethylenediaminetetraacetate;

[0266] (x) penta(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)diethylenetriamine-pentaacetate;

[0267] (y) penta(1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidinium)diethylenetriamine-pentaacetate;

[0268] (z) penta(1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperidinium)diethylenetriamine-pentaacetate;

[0269] (aa) tri(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)nitrilotriacetate;

[0270] (bb) tri(1-hydroxy-2,2,6,6-tetramethyl4-acetamidopiperidinium)nitrilotriacetate;

[0271] (cc) tri(1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperidinium)nitrilotriacetate;

[0272] (dd) penta(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)diethylenetriamine-pentamethylenephosphonate;

[0273] (ee) penta(1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidinium)diethylenetriamine-pentamethylenephosphonate;

[0274] (ff) penta(1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperidinium)diethylenetriamine-pentamethylenephosphonate

[0275] Most preferably, the hindered amine compound is

[0276] (a) 1-oxyl-2,2,6,6-tetramethyl-4-hydroxypiperidine;

[0277] (b) 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium chloride;

[0278] (c) 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium acetate;

[0279] (d) 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidiniumbisulfate;

[0280] (e) 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium citrate;

[0281] (f) bis(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)citrate;

[0282] (g) tris(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)citrate;

[0283] (h) tetra(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)ethylenediamine-tetraacetate;

[0284] (i) tetra(1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidinium)ethylenediamine-tetraacetate;

[0285] (j) tetra(1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperldinium)ethylenediaminetetraacetate;

[0286] (k) penta(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)diethylenetriamine-pentaacetate;

[0287] (l) penta(1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidinium)diethylenetriamine-pentaacetate;

[0288] (m) penta(1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperidinium)diethylenetriamine-pentaacetate.

[0289] As mentioned above the compounds of formula (II) are preferred.Thus, a preferred embodiment of the invention relates to an ink-jet ink,ink-jet recording material or ink-jet system, wherein the compound offormula (II) is of formula A*, B*, C*, D*, Q* or R*, wherein

[0290] R is hydrogen

[0291] in formula A*,

[0292] h is 1,

[0293] R₁ is hydrogen, alkyl of 1 to 4 carbon atoms, glycidyl, alkyl of2 to 4 carbon atoms interrupted by one or two oxygen atoms, said alkylsubstituted by one or two hydroxyl groups or both interrupted by saidoxygen atoms and substituted by said hydroxyl groups, or

[0294] R₁ is alkyl of 1 to 4 carbon atoms substituted by —COOZ where Zis hydrogen or alkyl of 1 to 4 carbon atoms,

[0295] in formula B*,

[0296] m is 1 or 2,

[0297] R₂ is alkyl of 1 to 4 carbon atoms or R₂ is CH₂(OCH₂CH₂)_(n)OCH₃where n is 1 to 4,

[0298] when m is 2,

[0299] R₂ is alkylene of 1 to 8 carbon atoms,

[0300] in formula C*,

[0301] R₁₀ is hydrogen or alkanoyl of 1 or 2 carbon atoms,

[0302] x is 1 or 2,

[0303] when x is 1,

[0304] R₁₁ is hydrogen, alkyl of 1 to 4 carbon atoms or glycidyl,

[0305] R₁₁ is alkyl of 1 to 4 carbon atoms substituted by COOZ where Zis hydrogen or alkyl of 1 to 4 carbon atoms,

[0306] when x is 2,

[0307] R₁₁ is alkylene of 1 to 6 carbon atoms,

[0308] in formula D*,

[0309] R₁₀ is hydrogen,

[0310] y is 1 or 2,

[0311] R₁₂ is defined as R₂ above.

[0312] Suitable examples of compounds of the formula (II) are selectedfrom

[0313] (a) 1-hydroxy-2,2-6-6-tetramethyl-4-acetoxypiperidinium citrate;

[0314] (b) 1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidiniumbisulfate;

[0315] (c) 1-hydroxy-2,2,6,6-tetramethyl-4-oxo-piperidinium acetate;

[0316] (d) 1-hydroxy-2,2,6,6-tetramethyl-4-methoxy-piperidinium acetate;

[0317] (e) 1-hydroxy-2,2,6,6-tetramethyl-4-propoxy-piperidinium acetate;

[0318] (f)1-hydroxy-2,2,6,6-tetramethyl-4-(2-hydroxy-4-oxapentoxy)piperidiniumacetate;

[0319] (g) 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium chloride;

[0320] (h) 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium acetate;

[0321] (i) 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidiniumbisulfate;

[0322] (j) 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium citrate;

[0323] (k) bis(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)citrate;

[0324] (l) tris(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)citrate;

[0325] (m) tetra(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)ethylenediamine-tetraacetate;

[0326] (n) tetra(1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidinium)ethylenediamine-tetraacetate;

[0327] (o) tetra(1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperidinium)ethylenediaminetetraacetate;

[0328] (p) penta(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)diethylenetriamine-pentaacetate;

[0329] (q) penta(1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidinium)diethylenetriamine-pentaacetate;

[0330] (r) penta(1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperidinium)diethylenetriamine-pentaacetate;

[0331] (s) tri(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)nitrilotriacetate;

[0332] (t) tri(1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidinium)nitrilotriacetate;

[0333] (u) tri(1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperidinium)nitrilotriacetate;

[0334] (v) penta(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)diethylenetriamine-pentamethylenephosphonate;

[0335] (w) penta(1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidinium)diethylenetriamine-pentamethylenephosphonate;

[0336] (x) penta(1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperidinium)diethylenetriamine-pentamethylenephosphonate.

[0337] Some of the compounds of formulae (I) or (II) are commerciallyavailable, others can be prepared according to methods known in the artor in analogy to those methods. For example the hydroxylamine compoundsof formula (II) can be prepared by reduction of the correspondingnitroxyl compound of the formula (I). The nitroxyl compound can beprepared by oxidising the corresponding amine with a hydroperoxide inthe presence of a catalyst selected from the group consisting of themetal carbonyls, the metal oxides, the metal acetylacetonates and themetal alkoxides where the metal is selected from groups IVb, Vb, VIb,VIIb and VIII of the periodic table, at a temperature of 0° C. to 200°C. with the mole ratio of hydroperoxide to amine being 50:1 to 1:10 asdisclosed in U.S. Pat. No. 4,665,185.

[0338] The compounds of formulae (I) or (II) are used either in theink-jet recording material or in at least one ink-jet ink or in both.

[0339] The inkjet ink according to this invention preferably contains0.01 to 30% by weight, in particular 0.1 to 20% by weight, of at leastone compound of formulae (I) or (II).

[0340] The ink-jet recording material according to this inventionpreferably contains 1 to 10000 mg/m², most preferably 50 to 2000 mg/m²,of at least one compound of the formula (I) or (I).

[0341] Compounds (I) or (II) are preferably added to casting or coatingdispersions which are applied by customary techniques to the support ofthe ink-jet recording material, or they can be absorbed onto thematerial from an aqueous or organic solution. If the recording materialcontains more than one layer, the compounds according to this inventioncan be added to one layer or can be distributed over a plurality oflayers, wherein they can be applied to a plurality of layers in the sameor different concentrations.

[0342] Compounds of formulae (I) or (II) are preferably used in ink-jetinks or recording materials, but may also be incorporated in inkcompositions for felt-tipped pens, ink pads, fountain pens, and penplotters, as well as for offset, book, flexographic and intaglioprinting, and also for typewriter ribbons for dot matrix andcalligraphic printing. Compounds of formulae (I) or (II) can further beused in silver halide photographic materials as well as in recordingmaterials for pressure-sensitive copying systems, microcapsulephotocopier systems, heat-sensitive copier systems, dye diffusiontransfer printing, thermal wax transfer printing and dot matrixprinting, and for use with electrostatic, electrographic,electrophoretic, magnetographic and laser-electrophotographic printers,recorders or plotters.

[0343] Amongst the printers used for ink-jet printing, a distinction isusually made between continuous and drop-on-demand printers. The ink-jetsystem according to this invention is suited for use with both type ofprinters.

[0344] The ink compositions according to the novel ink-jet system arepreferably water-borne inks and may contain water-soluble solvents suchas ethylene glycol, diethylene glycol, triethylene glycol or higherethylene glycols, propylene glycol, 1,4-butanediol, or ethers of suchglycols, thiodiglycol, glycerol and the ethers and esters thereof,polyglycerol, mono-, di- and triethanolamine, propanolamine, dimethylformamide, dimethyl sulfoxide, dimethyl acetamide, N-methylpyrrolidone,1,3-dimethylimidazolidone, methanol, ethanol, isopropanol, n-propanol,diacetone alcohol, acetone, methyl ethyl ketone or propylene carbonate.

[0345] The ink compositions according to the novel ink-jet systempreferably contain water soluble dyes, such as those known for dyeingnatural fibres. These can, for example, be acid dyes, direct dyes,reactive dyes, mono-, di- or polyazo dyes, triphenylmethane dyes,xanthene dyes or phtalocyanine dyes. Specific examples of such dyes areFood Black 2, Direct Black 19, Direct Black 38, Direct Black 168,SulphurBlack 1, Acid Red 14, Acid Red 35, Acid Red 52, Acid Red 249,Direct Red 227, Reactive Red 24, Reactive Red 40, Reactive Red 120,Reactive Red 159, Reactive Red 180, Acid Yellow 17, Acid Yellow 23,Direct Yellow 86, Direct Yellow 132, Acid blue 9, Acid Blue 185, DirectBlue 86, Direct Blue 199, copper phtalocyanines and the azo dyes listedin EP-A-366 221.

[0346] The ink compositions according to the invention may be nonaqueousand consist of a solution of dyes in an organic solvent or a mixture oforganic solvents. Examples of solvents used for this purpose are alkylcarbitols, alkylcellosolves, dialkylformamides, dialkylacetamides,alcohols, acetone, methylethylketone, diethylketone, diethyl ketone,methyl isobutyl ketone, diisopropyl ketone, dibutyl ketone, dioxane,ethyl butyrate, ethyl isovalerate, diethyl malonate, diethyl succinate,butyl acetate, triethyl phosphate, ethylglycol acetate, toluene, xylene,tetralin or petroleum fractions. Example of solid waxes as solvents,which, as an ink carrier, must first be heated, are stearic or palmiricacid. Solvent based inks contain dyes soluble therein, for exampleSolvent Red, Solvent Yellow, Solvent Orange, Solvent Blue, SolventGreen, Solvent Violet, Solvent Brown or Solvent Black.

[0347] The ink compositions according to the novel ink-jet system mayalso contain minor amounts of conventional modifiers such as binders,surfactants, biocides, corrosion inhibitors, sequestrants, pH buffers orconductivity additives. They may also contain further light stabilisersor UV absorbers, including the compounds disclosed in U.S. Pat. No.5,073,448, U.S. Pat. No. 5,089,050, U.S. Pat. No. 5,096,489, U.S. Pat.No. 5,124,723, U.S. Pat. No. 5,098,477 and U.S. Pat. No. 5,509,957.

[0348] The ink compositions according to the invention may also consistof more than one phase. Ink compositions that consist of an aqueousphase in which the dye is dissolved and a dispersed oil phase thatcontains an UV absorber and/or an antioxidant are for example disclosedin JP-A-0 1170 675, JP-A-0 1182 379, JP-A-0 1182 380, JP-A-01 182 381,JP-A-0 1193 376. Oil soluble dyes can be dissolved in an oil togetherwith UV absorbers and/or antioxidants. The oil is either emulsified ordispersed in an aqueous phase as described, inter alia, in JP-A-0 1170674 and JP-A-0 1170 672.

[0349] Further suited ink-jet ink compositions are described in EP-A-672538, pages 3 to 6.

[0350] The recording materials according to the novel ink-jet systemconsist of a substrate having a surface which is printable by means ofan ink-jet. The substrate is usually plain paper orpolyolefine-laminated paper or a plastic sheet and is usually coatedwith at least one layer which is able to absorb ink. The substratepreferably has a thickness of 80 to 250 μm.

[0351] Uncoated paper might also be used. In this case, the paper actssimultaneously as substrate and ink absorbing layer. Materials made ofcellulosic fibres and textile fibres materials such as cotton fabrics orblends of cotton and polyacrylamide or polyester, which might containcompounds of formula (I) or (II), can also be used as printingmaterials.

[0352] The recording materials may also be transparent, as in the caseof overhead projection transparencies.

[0353] The compounds of formula (I) or (II) can be incorporated in thesubstrate during production thereof, conveniently by addition to thepulp during paper manufacture. Another method of application consists inspraying the substrate with asolution of the compound of formula (I) or(II) in water or in a readily volatile organic solvent. The use ofemulsions or dispersions is also possible.

[0354] Usually, however, at least one coating composition with high dyeaffinity is coated onto the substrate and, in this case, the compoundsof formula (I) or (II) are added to at least one of the said coatingcompositions. Typical coating compositions comprise, for example, asolid filler, a binder and conventional additives.

[0355] Example of suitable fillers are SiO₂, kaolin, talc, clay, calciumsilicate, magnesium silicate, aluminium silicate, gypsum, zeolites,bentonite, diatomaceous earth, vermiculite, starch or the surfacemodified SiO₂ described in JP-A-60 260 377. Small amounts of whitepigments, for example titanium dioxide, barytes, magnesium oxide, lime,chalk or magnesium carbonate, can be used with the filler in the coatingcomposition, provided they do not significantly lower the print densityof the ink-jet prints.

[0356] Coating compositions which are intended for transparent,projectable recording materials must not contain any light-scatteringparticles, such as pigments and fillers.

[0357] The binder binds the fillers to one another and to the substrate.Typical conventional binders are water-soluble polymers such aspolyvinyl alcohol, partially hydrolysed polyvinyl acetate, cellulose andcellulose derivatives such as hydroxyethyl cellulose, polyvinylpyrrolidone and copolymers thereof, polyethylene oxide, salts ofpolyacrylic acid, sodium alginate, starch and starch derivatives, Naalginate, polyethylene imine, polyvinylpyridinium halide, gelatines andgelatine derivatives such as phthaloyl gelatines, casein, vegetable gum,dextrin, albumin, dispersions and polyacrylates or acrylate/methacrylatecopolymers, lattices of natural or synthetic rubber,poly(meth)acrylamide, polyvinyl ethers, polyvinyl esters, copolymers ofmaleic acid, melamine resins, urea resins, water soluble polyurethanesand polyesters, or the chemically modified polyvinyl alcohols disclosedin JP-A-61 134 290 or JP-A-61 134 291.

[0358] An additional dye receptor or a mordant which enhances thefixation of the dye to the coating may be added to the binder. Dyereceptors for acid dyes are cationic or amphoteric. The cationicmordants can be soluble or dispersible In water. Exemplary cationicmordants are polymeric ammonium compounds such as polyvinylbenzyldi- ortrialkylammonium compounds, optionally quaternised poly(di)allylammoniumcompounds, polymeth-acryloxyethyldimethylhydroxyethylammonium chloride,polyvinylbenzylmethylimidazolium chloride, polyvinylbenzylpicoliniumchloride or polyvinylbenzyltributylammonium chloride. Further examplesare basic polymers such as poly(dimethylaminoethyl)methacrylate,polyalkylenepolyamines and their condensation products withdicyanodiamide, amine/epichlorohydrin polycondensates or the compoundsdisclosed in JP-A-57-36692, 57-64591, 57-187289, 57-191084, 58-177390,58-208357, 59-20696, 59-33176, 59-96987, 59-198188, 6049990, 60-71 796,60-72785, 60-161188, 60-187 582, 60-189481, 60-189482, 61-14979,61-43593, 61-57379, 61-57380, 61-58788, 61-61887, 61-63477, 61-72581,61-95977, 61-134291 or in U.S. Pat. Nos. 4,547,405 and 4,554,181 as wellas in DE-A-3417582 and EP-B-609 930. The mordants used can also becompounds containing phosphonium groups (EP-B-609 930) as well as groundcationic ion exchange resins which are introduced in the mordant layerin a finely divided form. Further suitable cationic mordants aredescribed in U.S. Pat. No. 6,102,997, pages 12 to 17. The cationicmordants can be soluble or dispersible in water and have an averagemolecular weight (weight average) of preferably at least 2,000 and, inparticular, at least 20,000.

[0359] The ink jet recording media of the present invention may forexample, comprise receptive layers as described in U.S. Pat. Nos.5,102,717; 5,523,149; 5,605,750; 5,624,482; 5,691,046; 5,683,784;5,928,127; 5,912,071; 6,025,068 and 6,114,022, the relevant disclosuresof which are hereby incorporated by reference.

[0360] Besides the dye acceptor layer(s), the ink-jet recording materialmight comprise other layers on the ink receiving side, which areintended, for example, for providing scratch resistance, absorbing wateror controlling whiteness and/or glossiness. The backside of thesubstrate might also be coated with at least one binder layer, in orderto prevent buckling of the recording material.

[0361] The ink-jet recording material might also contain a number ofother additives such as antioxidants, further light stabilisers (alsoincluding UV absorbers), viscosity improvers, fluorescent whiteningagents, biocides, wetting agents, emulsifiers and spacers.

[0362] Suitable spacers are in particular spherical, have an averagediameter of 1 to 50 μm, and in particular 5 to 20 μm, and have a narrowparticle size distribution. Suitable spacers consist, for example, ofpolymethylmethacrylate, polystyrene, polyvinyl toluene, silicon dioxideand insoluble starch.

[0363] Illustrative examples of particularly suitable antioxidants aresterically hindered phenols, hydroquinones and hydroquinone ethers, forexample the antioxidants disclosed in GB-A-2 088 777 or JP-A-60-72785,JP-A-0-72786 and JP-A-60-71796.

[0364] Illustrative examples of particularly suitable light stabilisersare organic nickel compounds and sterically hindered amines, for examplethe light stabilisers disclosed in JP-A-58-152072, 61-146591, 61-163886,60-72785 and 61-146591 or in EP 373 573, 685 345 and 704 316, GB-A-2 088777, JP-A-59-169883 and 61-177279.

[0365] Suitable UV absorbers are disclosed, inter alia, in ResearchDisclosure No. 24239 (1984) page 284, 37254 part VII (1995) page 292,37038 part X (1995) page 85 and 38957 part VI (1996), GB-A-2 088 777, EP280 650, EP 306 083 and EP 711 804. These compounds are preferablyintroduced into the layer(s) farthest from the support. In a particularembodiment, the UV absorbers are contained in a layer above the layer(s)containing the compounds of the formulae (I) or (II). Suitable UVabsorbers for concurrent use with a compound of formula (I) or (II) inrecording materials for ink-jet printing are in particular those of the2′-hydroxyphenylbenzotriazole and 2′-hydroxyphenyltriazine class and,most particularly, 2-(2′-hydroxy-3′,5′-di-tert-amylphenyl)benzotriazoleand2-(2′-hydroxy-3′-tert-butyl-5′-polyglycolpropionate-phenyl)benzotriazole.Further examples of particularly suited UV absorbers are listed in U.S.Pat. No. 6,102,997 pages 18-19. The UV absorbers can be soluble orinsoluble in water and added to the coating composition as dispersion oremulsion, optionally together with high-boiling solvents, using suitabledispersing agents or emulsifiers. Suitable high boiling solvents aredescribed in Research Disclosure No. 37254 part VIII (1995) page 292.

[0366] The binders in the individual layers, and in particulargelatines, can also be crosslinked by suitable compounds, so-calledhardening agents, in order to improve the water and scratch resistanceof the layers. Suitable hardening agents are described in ResearchDisclosure No. 37254 part IX (1995) page 294, 37038 part XII (1995) page86 and 38957 part IIB (1996) page 599 et seq. The hardening agents arenormally used in quantities of 0.005 to 10% by weight, and preferably0.01 to 1% by weight, based on the binder to be hardened.

[0367] The ink-jet recording material can be produced in one pass fromthe support material and a casting solution for each layer to beapplied, by means of a cascade or curtain casting device of the kindknown from the production of photographic silver halide materials. Afterthe casting solution(s) has/have been cast on the support, the materialis dried and is then ready for use. The individual layers have a drylayer thickness of 0.1 to 20 μm, and preferably 0.5 to 5 μm.

[0368] Compounds of formulae (I) or (II) can be dissolved eitherdirectly in the ink or coating composition or added thereto in the formof an emulsion or suspension. As already mentioned, the compounds offormulae (I) or (II) can be also applied to the recording material in aseparate operation, alone or together with other already describedcomponents, as a solution in water or in a suitable organic solvent.Application can be made by spraying,by sizing in a sizing press, by aseparate coating operation or by immersion in a vat. After subjectingthe recording material to such an aftertreatment, an additional dryingstep is necessary.

[0369] The invention is illustrated by the following non-limitativeexamples.

EXAMPLE 1

[0370] An ink-jet ink is prepared by dissolving 2 g of dye in 20 g ofdiethylene glycol and 78 g of deionized water. The dye used is Acid red52. The stabiliser is weighed in an amount of 0.15 g into a test tubeand dissolved in 2.85 g of ink. The obtained ink is filtered through afilter having a pore size of 0.45 μm and transferred into an emptied andcarefully cleaned cartridge of a Deskjet 510 printer (Hewlett-Packard).A stepped image is then printed onto plain paper (sihl+eika). Theproduced print is left to dry at 50° C. under vacuum for two hours andthereafter irradiated behind a 5 mm thick window glass in an Atlas Ci-35light fading device equipped with a Xenon lamp. The Atlas device isoperated at 43° C., 50% RH without dark cycles and the light intensityis 461 W/m² (300-800 nm). The colour density of each step is measuredbefore and after exposure using a MacBeth TR 924 densitometer.

[0371] The results are summarised in the table below, for an initialdensity of 1. Lower density loss values indicate higher light fastness.Density loss (%) Sample Stabiliser after 7.5 kJ · cm⁻² 1-1 none 42 1-2Cpd 1 23 1-3 Cpd 2 16 1-4 Cpd 3 22

[0372] As above table shows, compounds according to this invention areable to improve substantially the light fastness of the ink-jet print.

EXAMPLE 2

[0373] Magenta and Yellow inks are extracted from an Hewlett-Packardthree-colour cartridge (HP C1823D). The stabiliser is weighed in anamount of 0.15 g into a test tube and dissolved in 2.85 g of either themagenta or yellow ink. The obtained ink is filtered through a filterhaving a pore size of 0.45 μm and transferred into an emptied andcarefully cleaned cartridge of a Deskjet 510 printer (Hewlett-Packard).A stepped image is then printed onto plain paper (sihl+eika) or,alternatively, onto Premium Photo paper from Hewlett-Packard (item codeC6040A). The produced print is left to dry at 50° C. under vacuum fortwo hours and thereafter irradiated behind a 5 mm thick window glass inan Atlas Ci-35 light fading device equipped with a Xenon lamp. The Atlasdevice is operated at 43° C., 50% RH without dark cycles and the lightintensity is 461 W/m² (300-800 nm). The colour density of each step ismeasured before and after exposure using a MacBeth TR 924 densitometer.The results are summarised in the table below, for an initial densityof 1. Lower density loss values indicate higher light fastness. Densityloss (%) after 30 kJ · cm⁻² Magenta print on HP on plain Premium Yellowprint Sample Stabiliser paper paper on plain paper 3-1 none 41 19 24 3-2Cpd 1 33 9 20 3-3 Cpd 2 31 5 20

[0374] As above table shows, compounds according to this invention areable to improve clearly the light fastness of the magenta and yellowprints.

EXAMPLE 3

[0375] The stabiliser is weighed in an amount of 0.15 g into a test tubeand dissolved in 2.85 g of either the magenta or the yellow ink of anEncad GX ink set (item code 210647). The obtained ink is filteredthrough a filter having a pore size of 0.45 μm and transferred into anemptied and carefully cleaned cartridge of a Deskjet 510 printer(Hewlett-Packard). A stepped image is then printed onto plain paper(sihl+eika) or, alternatively, onto Premium Photo paper fromHewlett-Packard (item code C6040A). The produced print is left to dry at50° C. under vacuum for two hours and thereafter irradiated behind a 5mm thick window glass in an Atlas Ci-35 light fading device equippedwith a Xenon lamp. The Atlas device is operated at 43° C., 50% RHwithout dark cycles and the light intensity is 461 W/m² (300-800 nm).The colour density of each step as well as the CIEL*a*b* chromaticitycoordinates of the step with highest density are measured before andafter exposure using MacBeth TR 924 and Datacolor Elrepho 2000densitometers, respectively.

[0376] The results are summarised in the tables below, for an initialdensity of 1. Lower density loss or ΔE values indicate higher lightfastness. Density loss (%) after 30 kJ · cm⁻² Magenta print on HP onplain Premium Yellow print Sample Stabiliser paper paper on plain paper3-1 none 17 55 12 3-2 Cpd 1 9 15 5 3-3 Cpd 2 12 — 6 ΔE ⁽¹⁾ after 30 kJ ·cm⁻² Magenta print on HP on plain Premium Yellow print Sampl  Stabiliser paper paper on plain paper 3-1 none 11 22 8 3-2 Cpd 1 6 6 43-3 Cpd 2 8 — 7

[0377] As above tables show, compounds according to this invention areable to improve clearly the light fastness of the magenta and yellowprints.

Example 4

[0378] Sample 4-1: a recording material for ink-jet printing is producedby coating a layer with the following composition onpolyethylene-laminated paper (all amounts in g.m⁻²): Gelatine 4.060Mordant (Alcostat 167 from Ciba Specialty Chemicals) 0.225 Surfactant(Triton X-100 from Union Carbide Chemicals) 0.050

[0379] Sample 4-2 is produced as sample 4-1, except that 1.0 g.m⁻² ofinvention compound 1 is added, in emulsified form (high boilingsolvent=tricresylphosphate 0.625 g.m⁻², surfactant=Triton X-100), in thelayer

[0380] Sample 4-3 is produced as sample 4-1, except that 0.3 g.m⁻² ofinvention compound 3 is added to the layer.

[0381] After drying, all samples are printed with magenta and yellowstepped images using a Deskjet 970Cxi printer from Hewlett-Packard. Theproduced prints are left to dry at 50° C. under vacuum for two hours andthereafter irradiated behind a 5 mm thick window glass in an Atlas Ci-35light fading device equipped with a Xenon lamp. The Atlas device isoperated at 43° C., 50% RH without dark cycles and the light intensityis 461 W/m² (300-800 nm). For every print, the colour density of eachstep is measured before and after exposure using a MacBeth TR 924densitometer.

[0382] The results are summarised in the tables below, for an initialdensity of 1. Lower density loss values indicate higher light fastness.Dye loss (%) after 7.5 kJ · cm⁻² Sample Stabiliser Magenta print Yellowprint 4-1 none 28 18 4-2 Cpd 1 13 12 4-3 Cpd 3 6 17

[0383] As above tables show, compounds according to this invention provequite effective in improving the light fastness of Deskjet 970Cxiprints.

1. An ink-jet ink containing at least one water-soluble hindered aminecompound of the general formula (I) or (II):

wherein G₁ and G₂ are independently alkyl of 1 to 4 carbon atoms or aretogether pentamethylene; Z₁ and Z₂ are each methyl, or Z₁ and Z₂together form an unsubstituted linking moiety or a linking moietysubstituted by one or more groups selected from an ester, ether,hydroxy, oxo, cyanohydrin, amide, amino, carboxy or an urethane group; Eis oxyl; X is an inorganic or organic anion; h and j are a number of 1to 5; and wherein the total charge of cations h is equal to the totalcharge of anions j.
 2. An ink-jet recording material containing at leastone water soluble hindered amine of the general formula (I) or (II) asdefined in claim
 1. 3. An inkjet system, comprising a recording materialand at least one coloured ink to be applied to the recording material bymeans of an inkjet nozzle, characterised in that at least either therecording material or at least one coloured ink contains at least onewater soluble hindered amine of the general formula (I) or (II) asdefined in claim
 1. 4. An ink-jet ink, an ink-jet recording material oran ink-jet system according to any one of claims 1 to 3, wherein Z1 andZ2 as a linking moiety are a chain of 2 or 3 carbon atoms or 1 or 2carbon atoms and a nitrogen or oxygen atom forming together with theremaining structure in formula (I) or (II) a saturated unsubstituted 5-or 6-membered heterocyclic ring or a 5- or 6-membered heterocyclic ringsubstituted by one or more groups selected from an ester, ether,hydroxy, oxo, cyanohydrin, amide, amino, carboxy or an urethane group.5. An ink-jet ink, an ink-jet recording material or an ink-jet systemaccording to any one of claims 1 to 3, containing at least one watersoluble hindered amine of the general formula (II) as defined inclaim
 1. 6. An ink-jet ink, an ink-jet recording material or an ink-jetsystem according to claim 5, wherein X in formula (II) is chloride,bisulfate, sulfate, phosphate, nitrate, ascorbate, formate, acetate,benzoate, oxalate, citrate, a carboxylate of ethylenediaminetetraaceticacid or of diethylenetriaminepentaacetic acid or polyacrylate.
 7. Anink-jet ink, an ink-jet recording material or an ink-jet systemaccording to claim 5, wherein in formula (II) h and j are in the rangefrom 1-5.
 8. An ink-jet ink, an ink-jet recording material or an ink-jetsystem according to any one of claims 1 to 3 wherein the compounds offormulae (I) and (II) are selected from the compounds of formulae A toEE and A* to EE* and (III) to (IIIc):

wherein E is oxyl; R is hydrogen or methyl; and in formula A and A* n is1 or 2, and when n is 1, R₁ is hydrogen, alkyl of 1 to 18 carbon atoms,alkenyl of 2-18 carbon atoms, propargyl, glycidyl, alkyl of 2 to 50carbon atoms interrupted by one to twenty oxygen atoms, said alkylsubstituted by one to ten hydroxyl groups or both interrupted by saidoxygen atoms and substituted by said hydroxyl groups, or R is alkyl of 1to 4 carbon atoms substituted by a carboxy group or by —COOZ where Z ishydrogen, alkyl of 1 to 4 carbon atoms or phenyl, or where Z is saidalkyl substituted by —(COOO)_(n)M^(n+) where n is 1-3 and M is a metalion from the 1 st, 2nd or 3rd group of the periodic table or is Zn, Cu,Ni or Co, or M is a group N^(n+)(R₂)₄ where R, is alkyl of 1 to 8 carbonatoms or benzyl, when n is 2, R₁ is alkylene of 1 to 12 carbon atoms,alkenylene of 4 to 12 carbon atoms, xylylene or alkylene of 1 to 50carbon atoms interrupted by one to twenty oxygen atoms, substituted byone to ten hydroxyl groups or both interrupted by said oxygen atoms andsubstituted by said hydroxyl groups; in formula B and B* m is 1 to 4,and when m is 1, R₂is alkyl of 1 to 18 carbon atoms, alkyl of 3 to 18carbon atoms interrupted by —COO—, alkyl of 3 to 18 carbon atomssubstituted by COOH or COO—, or R₂ is —CH₂(OCH₂CH₂)_(n)OCH₃ where n is 1to 12, or R₂is cycloalkyl of 5 to 12 carbon atoms, aryl of 6 to 12carbon atoms, or said aryl substituted by one to four alkyl groups of 1to 4 carbon atoms, or R₂ is —NHR₃ where R₃ is alkyl of 1 to 18 carbonatoms, cycloalkyl of 5 to 12 carbon atoms, aryl of 6 to 12 carbon atoms,or said aryl substituted by one to four alkyl of 1 to 4 carbon atoms, orR₂ is —N(R,)₂ where R₃ is as defined above, when m is 2, R₂ is alkyleneof 1 to 12 carbon atoms, alkenylene of 4 to 12 carbon atoms, xylylene,alkylene of 2 to 12 carbon atoms interrupted by —COO—, alkylene of 3 to18 carbon atoms substituted by COOH or COO—, or R₂ is—CH₂(OCH₂CH₂)_(n)OCH₂— where n is 1 to 12, or R₂is cycloalkylene of 5 to12 carbon atoms, aralkylene of 7 to 15 carbon atoms or arylene of 6 to12 carbon atoms, or R₂is —NHR₄NH— where R₄ is alkylene of 2 to 18 carbonatoms, cycloalkylene of 5 to 12 carbon atoms, aralkylene of 8 to 15carbon atoms or arylene of 6 to 12 carbon atoms, or R₂ is —N(R₃)R₄N(R₃)—where R₃ and R₄ are as defined above, or R₂ is —CO— or —NH—CO—NH—, whenm is 3, R₂ is alkanetriyl of 3 to 8 carbon atoms or benzenetriyl, orwhen m is 4, R₂ is alkanetetrayl of 5 to 8 carbon atoms orbenzenetetrayl, in formula C and C*, R₁₀ is hydrogen, alkyl of 1 to 18carbon atoms, cycloalkyl of 5 to 12 carbon atoms, aralkyl of 7 to 15carbon atoms, alkanoyl of 2 to 18 carbon atoms, alkenoyl of 3 to 5carbon atoms or benzoyl, x is 1 or 2, and when x is 1, R₁₁ is hydrogen,alkyl of 1 to 18 carbon atoms, alkenyl of 2 to 18 carbon atoms,propargyl, glycidyl, alkyl of 2 to 50 carbon atoms interrupted by one totwenty oxygen atoms, said alkyl substituted by one to ten hydroxylgroups or both interrupted by said oxygen atoms and substituted by saidhydroxyl groups, or R₁₁ is alkyl of 1 to 4 carbon atoms substituted by acarboxy group or by —COOZ where Z is hydrogen, alkyl of 1 to 4 carbonatoms or phenyl, or where Z is said alkyl substituted by—(COO)_(n)M^(n+) where n is 1-3 and M is a metal ion from the 1 st, 2ndor 3rd group of the periodic table or is Zn, Cu, Ni or Co, or M is agroup N^(n+)(R₂)₄ where R₂ is hydrogen, alkyl of 1 to 8 carbon atoms orbenzyl, or when x is 2, R₁₁ is alkylene of 1 to 12 carbon atoms,alkenylene of 4 to 12 carbon atoms, xylylene or alkylene of 1 to 50carbon atoms interrupted by one to twenty oxygen atoms, substituted byone to ten hydroxyl groups or both interrupted by said oxygen atoms andsubstituted by said hydroxyl groups, in formula D and D* y is 1 to 4,R₁₀ is as defined above, and R₁₂ is defined as R₂ above, in formula Eand E* k is 1 or 2, when k is 1, R₂₀ and R₂₁ are independently alkyl of1 to 12 carbon atoms, alkenyl of 2 to 12 carbon atoms or aralkyl of 7 to15 carbon atoms, or R₂₀ is also hydrogen, or R₂₀ and R₂₁ together arealkylene of 2 to 8 carbon atoms or said alkylene substituted byhydroxyl, or are acyloxy-alkylene of 4 to 22 carbon atoms, or when k is2, R₂,and R₂, are together (—CH₂)₂C(CH₂—)₂, in formula F and F*, R₃₀ ishydrogen, alkyl of 1 to 18 carbon atoms, benzyl, glycidyl, oralkoxyalkyl of 2 to 6 carbon atoms, g is 1 or2, when g is 1, R₃₁ isdefined as R₁ above when n is 1, when g is 2, R₃₁ is defined as R₁ abovewhen n is 2, in formula G and G*, Q₁ is —NR₄₁— or —O—, E₁ is alkylene of1 to 3 carbon atoms, or E₁ is —CH₂—CH(R₄₂)—O— where R₄₂ is hydrogen,methyl or phenyl, or E₁ is —(CH₂)₃—NH— or E₁ is a direct bond, R₄₀ ishydrogen or alkyl of 1 to 18 carbon atoms, R₄₁ is hydrogen, alkyl of 1to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, aralkyl of 7 to15 carbon atoms, aryl of 6 to 10 carbon atoms, or R₄₁ is —CH₂—CH(R₄₂)—OHwhere R₄₂is as defined above, in formula H and H* p is 1 or 2, T₄ is asdefined for R₁₁ when x is 1 or 2, M and Y are independently methylene orcarbonyl; in formula(I)and I*, this formula denotes a recurringstructural unit of a polymer where T₁ is ethylene or 1,2-propylene or isthe repeating structural unit derived from an alpha-olefin copolymerwith an alkyl acrylate or methacrylate, and where q is 2 to 100, Q₁ is—N(R₄₁)— or —O— where R₄₁ is as defined above, in formula J and J*, r is1 or 2, T₇ is as defined for R₁ when n is 1 or 2 in formula A, informula L and L* u is 1 or 2, T₁₃ is as defined for R, when n is 1 or 2in formula A, with the proviso that T₁₃ is not hydrogen when u is 1, informula M and M*, E₁ and E₂, being different, each are —CO— or —N(E₅)—where E₅ is hydrogen, alkyl of 1 to 12 carbon atoms oralkoxycarbonylalkyl of 4 to 22 carbon atoms, E₃ is hydrogen, alkyl of 1to 30 carbon atoms, phenyl, naphthyl, said phenyl or said naphthylsubstituted by chlorine or by alkyl of 1 to 4 carbon atoms, orphenylalkyl of 7 to 12 carbon atoms, or said phenylalkyl substituted byalkyl of 1 to 4 carbon atoms, E₄is hydrogen, alkyl of 1 to 30 carbonatoms, phenyl, naphthyl or phenylalkyl of 7 to 12 carbon atoms, or E₃and E₄ together are polymethylene of 4 to 17 carbon atoms, or saidpolymethylene substituted by one to four alkyl of 1 to 4 carbon atoms,in formula O and O*, R₁₀ is as defined for R₁₀ in formula C, in formulaP and P*, E₆ is an aliphatic or aromatic tetravalent radical, in formulaT and T*, R₅₁ is hydrogen, alkyl of 1 to 18 carbon atoms, cycloalkyl of5 to 12 carbon atoms, or aryl of 6 to 10 carbon atoms, R₅₂ is hydrogenor alkyl of 1 to 18 carbon atoms, or R₅₁ and R₅₂ together of alkylene of4 to 8 carbon atoms, f is 1 or2, when f is 1, R₅₀ is as defined for R₁₁in formula C when x is 1, or R₅₀ is —(CH₂)₂COOR₅₄ where z is 1 to 4 andR₅₄ is hydrogen or alkyl of 1 to 18 carbon atoms, or R₅₄ is a metal ionfrom the 1 st, 2nd or 3rd group of the periodic table or a group—N(R₅₅)₄ where R₅₅ is hydrogen, alkyl of 1 to 12 carbon atoms or benzyl,when f is 2, R₅₀ is as defined for R₁₁ in formula C when x is 2, informula U and U*, R₅₃, R₅₄, R₅₅ and R₅₆ are independently alkyl of 1 to4 carbon atoms or are together pentamethylene. in formula V and V*, R₅₇,R₅₈, R₅₉ and R₆₀ are independently alkyl of 1 to 4 carbon atoms or aretogether pentamethylene. in formula W and W*, R₆₁, R₆₂, R₆₃ and R₆₄ areindependently alkyl of 1 to 4 carbon atoms or are togetherpentamethylene, R₆₅ is alkyl of 1 to 5 carbon atoms, M is hydrogen oroxygen, wherein in formulas X to CC and X* to CC* n is 2 to 3, G₁ ishydrogen, methyl, ethyl, butyl or benzyl, m is 1 to 4, x is 1 to 4, whenx is 1, R₁ and R₂ are independently alkyl of 1 to 18 carbon atoms, saidalkyl interrupted by one to five oxygen atoms, said alkyl substituted by1 to 5 hydroxyl groups or said alkyl both interrupted by said oxygenatoms and substituted by said hydroxyl groups; cycloalkyl of 5 to 12carbon atoms, aralkyl of 7 to 15 carbon atoms, aryl of 6 to 10 carbonatoms or said aryl substituted by one to three alkyl of 1 to 8 carbonatoms, or R₁ is also hydrogen, or R₁ and R₂ are together tetramethylene,pentamethylene, hexamethylene or 3-oxapentamethylene, when x is 2, R₁ ishydrogen, alkyl of 1 to 8 carbon atoms, said alkyl interrupted by one ortwo oxygen atoms, said alkyl substituted by a hydroxyl group, or saidalkyl both interrupted by one or two oxygen atoms and substituted by ahydroxyl group, R₂ is alkylene of 2 to 18 carbon atoms, said alkyleneinterrupted by one to five oxygen atoms, said alkylene substituted by 1to 5 hydroxyl groups or said alkylene both interrupted by said oxygenatoms and substituted by said hydroxyl groups; o-, m- or p-phenylene orsaid phenylene substituted by one or two alkyl of 1 to 4 carbon atoms,or R₂ is —(CH₂)_(k)O[(CH₂)_(k)O]_(h)(CH₂)_(k)— where k is 2 to 4 and his 1 to 40, or R₁ and R₂ together with the two N atoms to which they areattached are piperazin-1,4-diyl, when x is 3, R₁ is hydrogen, R₂ isalkylene of 4 to 8 carbon atoms interrupted by one nitrogen atom, when xis 4, R₁ is hydrogen, R₂ is alkylene of 6 to 12 carbon atoms interruptedby two nitrogen atoms, R₃ is hydrogen, alkyl of 1 to 8 carbon atoms,said alkyl interrupted by one or two oxygen atoms, said alkylsubstituted by a hydroxyl group, or both interrupted by one or twooxygen atoms and substituted by a hydroxyl group, p is 2 or 3, and Q isan alkali metal salt, ammonium or N⁺(G₁)₄, and in formula DD and DD* mis 2 or 3, when m is 2, G is —(CH₂CHR—O)_(r)CH₂CHR—, where r is 0 to 3,and R is hydrogen or methyl, and when m is 3, G is glyceryl, in formulaEE and EE* G₂ is —CN, —CONH₂ or —COOG₃ where G₃ is hydrogen, alkyl of 1to 18 carbon atoms or phenyl X is an inorganic or organic anion, such asphosphate, phosphonate, carbonate, bicarbonate, nitrate, chloride,bromide, bisulfite, sulfite, bisulfate, sulfate, borate, formate,acetate, benzoate, citrate, oxalate, tartrate, acrylate, polyacrylate,fumarate, maleate, itaconate, glycolate, gluconate, malate, mandelate,tiglate, ascorbate, polymethacrylate, a carboxylate of nitrilotriaceticacid, hydroxyethylethylenediaminetriacetic acid,ethylenediaminetetraacetic acid or of diethylenetriaminepentaaceticacid, a diethylenetriaminepentamethylenephosphonate, an alkylsulfonateor an arylsulfonate, and where the total charge of cations h is equal tothe total charge of anions j; in formulae (III) to (IIIc) A11 is OR₁₀₁or NR₁₁₁R₁₁₂ R₁₀₁ is alkenyl of 2 to 4 carbon atoms, propargyl,glycidyl, alkyl of 2 to 6 carbon atoms interrupted by one or two oxygenatoms, substituted by one to three hydroxyl groups or both interruptedby said oxygen atoms and substituted by said hydroxyl groups, or R₁₀₁ isalkyl of 1 to 4 carbon atoms substituted by carboxy or by the alkalimetal, ammonium or C₁-C₄alkylammonium salts thereof; or R₁₀₁ is alkylsubstituted by COOE₁₀ where E₁₀ is methyl or ethyl, R₁₀₂ is alkyl of 3to 5 carbon atoms interrupted by —COO— or by —CO—, or R₁₀₂ is—CH₂(OCH₂CH₂)_(c)COCH₃ where c is 1 to 4; or R₁₀₂ is —NHR₁₀₃ where R₁₀₃is alkyl of 1 to 4 carbon atoms, a is 2 to 4, when a is 2, T₁₁ is—(CH₂CHR₁₀₀—O)_(d)CH₂CHR₁₀₀—, where d is 0 or 1, and R₁₀₀ is hydrogen ormethyl, when a is 3, T₁₁ is glyceryl, when a is 4, T₁₁ isneopentanetetrayl, b is 2 or 3, when b is 2, G₁₁ is—(CH₂CHR₁₀₀—O)_(d)CH₂CHR₁₀₀—, where d is 0 or 1, and R₁₀₀ is hydrogen ormethyl, and when b is 3, G₁₁ is glyceryl; R₁₁₁ is hydrogen,unsubstituted alkyl of 1 to 4 carbon atoms, alkyl of 1 to 4 carbon atomssubstituted by one or two hydroxyl, alkyl of 1 to 4 carbon atomsinterrupted by one or two oxygen atoms, or both substituted by onehydroxyl and interrupted by one or two oxygen atoms, R₁₁₂ is —CO—R₁₁₃where R₁₁₃ has the same meaning as R₁₁₁, or R₁₁₃ is NHR₁₁₄, wherein R₁₁₄is unsubstituted allkyl of 1 to 4 carbon atoms, alkyl of 1 to 4 carbonatoms substituted by one or two hydroxyl, alkyl of 1 to 4 carbon atomssubstituted by alkoxy of 1 to 2 carbon atoms, or both substituted by onehydroxyl and by alkoxy of 1 to 2 carbon atoms, or R₁₁₁ and R₁₁₂ togetherare —CO—CH₂CH₂—CO—, or (CH₂)₆CO—; and with the proviso that when R₁₁₃ isalkyl of 1 to 4 carbon atoms, R₁₁₁ is not hydrogen.
 9. An ink-jet ink,an ink-jet recording material or an ink-jet system according to any oneof claims 1 to 3, wherein the compounds of general formulae (I) or (II)are those of formulae A, A*, B, B*, C, C*, D, D*, Q, Q*, R, R*, S, S*,X, X*, Y, Y*, Z and Z*, wherein E is oxyl; R is hydrogen, in formula Aand A* n is 1 or 2, when n is 1, R₁ is hydrogen, alkyl of 1 to 6 carbonatoms, alkenyl of 2-6 carbon atoms, propargyl, glycidyl, alkyl of 2 to20 carbon atoms interrupted by one to ten oxygen atoms, said alkylsubstituted by one to five hydroxyl groups or both interrupted by saidoxygen atoms and substituted by said hydroxyl groups, or R is alkyl of 1to 4 carbon atoms substituted by a carboxy group or by —COOZ where Z ishydrogen or alkyl of 1 to 4 carbon atoms, when n is 2, R₁ is alkylene of1 to 8 carbon atoms, alkenylene of 4 to 8 carbon atoms, alkylene of 1 to20 carbon atoms interrupted by one to ten oxygen atoms, substituted byone to five hydroxyl groups or both interrupted by said oxygen atoms andsubstituted by said hydroxyl groups, in formula B and B* m is 1 or 2when m is 1, R₂ is alkyl of 1 to 4 carbon atoms or R₂ isCH₂(OCH₂CH₂)_(n)OCH₃ where n is 1 to 12, or R₂ is phenyl, or said phenylsubstituted by one to three methyl groups, or R₂ is —NHR₃ where R₃ isalkyl of 1 to 4 carbon atoms or phenyl, or said phenyl substituted byone or two methyl groups, when m is 2, R₂ is alkylene of 1 to 8 carbonatoms, alkenylene of 4 to 8 carbon atoms, or R₂ is—CH₂(OCH₂CH₂)_(n)OCH₂— where n is 1 to 12, or R₂ is NHR₄NH where R₄ isof 2 to 6 carbon atoms, aralkylene of 8 to 15 carbon atoms or arylene of6 to 12 carbon atoms, or R₂ is —CO— or —NHCONH, in formula C and C*, R₁₀is hydrogen or, alkanoyl of 1 to 3 carbon atoms, x is 1 or 2, when x is1, R₁₁ is hydrogen, alkyl of 1 to 6 carbon atoms or glycidyl, or R₁₁ isalkyl of 1 to 4 carbon atoms substituted by a carboxy group or by COOZwhere Z is hydrogen or alkyl of 1 to 4 carbon atoms, when x is 2, R₁₁ isalkylene of 1 to 6 carbon atoms, in formula D and D*, R₁₀ is hydrogen, yis 1 or 2, R₁₂ is defined as R₂ above, in formula Y, Y*, Z and Z*, x is1 or 2, when x is 1, R₁ and R₂ are independently alkyl of 1 to 4 carbonatoms or R₁ and R₂ are together tetramethylene, or pentamethylene, R₂ ishydrogen or alkyl of 1 to 4 carbon atoms, said alkyl group substitutedby a hydroxyl group, when x is 2, R₁ is hydrogen, alkyl of 1 to 4 carbonatoms, said alkyl substituted by a hydroxyl group, R₂is alkylene of 2 to6 carbon atoms, R₃ is as defined above.
 10. An ink-jet ink, an ink-jetrecording material or an ink-jet system according to any one of claims 1to 3, wherein the compounds of formula (I) or (II) are those of formulaeA, A*, B, B*, C, C*, D, D*, Q, Q*, R and R*, wherein E is oxyl and R ishydrogen, in formula A and A*, h is 1, R₁ is hydrogen, alkyl of 1 to 4carbon atoms, glycidyl, alkyl of 2 to 4 carbon atoms interrupted by oneor two oxygen atoms, said alkyl substituted by one or two hydroxylgroups or both interrupted by said oxygen atoms and substituted by saidhydroxyl groups, or R₁ is alkyl of 1 to 4 carbon atoms substituted by—COOZ where Z is hydrogen or alkyl of 1 to 4 carbon atoms, in formula Band B*, m is 1 or 2, R₂ is alkyl of 1 to 4 carbon atoms or R₂ isCH₂(OCH₂CH₂)_(n)OCH₃ where n is 1 to 4, when m is 2, R₂ is alkylene of 1to 8 carbon atoms, in formula C and C*, R₁₀ is hydrogen or alkanoyl of 1or 2 carbon atoms, x is 1 or 2, when x is 1, R₁₁ is hydrogen, alkyl of 1to 4 carbon atoms or glycidyl, R₁₁ is alkyl of 1 to 4 carbon atomssubstituted by COOZ where Z is hydrogen or alkyl of 1 to 4 carbon atoms,when x is 2, R₁₁ is alkylene of 1 to 6 carbon atoms, in formula D andD*, R₁₀ is hydrogen, y is 1 or 2, R₁₂ is defined as R₂ above.
 11. Anink-jet ink, an ink-jet recording material or an ink-jet systemaccording to any one of claims 1 to 3, wherein the compound of formula(I) or (II) is selected from (a)bis(1-oxyl-2,2-6-6-tetramethylpiperidin4-yl) sebacate; (b)1-hydroxy-2,2-6-6-tetramethyl-4-acetoxypiperidinium citrate; (c)1-oxyl-2,2,6,6-tetramethyl-4-acetamidopiperidine; (d)1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidinium bisulfate; (e)1-oxyl-2,2,6,6-tetramethyl-4-oxo-piperidine; (f) 1-hydroxy-2,2,6,6-tetramethyl-4-oxo-piperidinium acetate; (g)1-oxyl-2,2,6,6-tetramethyl-4-methoxy-piperidine; (h)1-hydroxy-2,2,6,6-tetramethyl4-methoxy-piperidinium acetate; (i)1-oxyl-2,2,6,6-tetramethyl-4-acetoxypiperidine; (j)1-oxyl-2,2,6,6-tetramethyl-4-propoxy-piperidine; (k)1-hydroxy-2,2,6,6-tetramethyl4-propoxy-piperidinium acetate; (l)1-oxyl-2,2,6,6-tetramethyl-4-(2-hydroxy4-oxapentoxy)piperidine; (m)1-hydroxy-2,2,6,6-tetramethyl-4-(2-hydroxy4-oxapentoxy)piperidiniumacetate; (n) 1-oxyl-2,2,6,6-tetramethyl-4-hydroxypiperidine; (o)1-hydroxy-2,2,6,6-tetramethyl4-hydroxypiperidinium chloride; (p)1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium acetate; (q)1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium bisulfate; (r)1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium citrate; (s)bis(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) citrate; (t)tris(1-hydroxy-2,2,6,6-tetramethyl4-hydroxypiperidinium) citrate. (u)tetra(1-hydroxy-2,2,6,6-tetramethyl4-hydroxypiperidinium)ethylenediamine-tetraacetate; (v)tetra(1-hydroxy-2,2,6,6-tetramethyl4-acetamidopiperidinium)ethylenediamine-tetraacetate; (w)tetra(1-hydroxy-2,2,6,6-tetramethyl4-oxopiperidinium)ethylenediaminetetraacetate; (x)penta(1-hydroxy-2,2,6,6-tetramethyl4-hydroxypiperidinium)diethylenetriamine-pentaacetate; (y)penta(1-hydroxy-2,2,6,6-tetramethyl4-acetamidopiperidinium)diethylenetriamine-pentaacetate; (z)penta(1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperidinium)diethylenetriamine-pentaacetate; (aa)tri(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)nitrilotriacetate; (bb)tri(1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidinium)nitrilotriacetate; (cc)tri(1-hydroxy-2,2,6,6-tetramethyl4-oxopiperidiniurm) nitrilotriacetate;(dd) penta(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)diethylenetriamine-pentamethylenephosphonate; (ee)penta(1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidinium)diethylenetriamine-pentamethylenephosphonate; (ff)penta(1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperidinium)diethylenetriamine-pentamethylenephosphonate.
 12. An ink-jet ink, anink-jet recording material or an ink-jet system according to claim 5,wherein the compound of formula (II) is of formula A*, B*, C*, D*, Q* orR*, wherein R is hydrogen in formula A*, h is 1, R₁ is hydrogen, alkylof 1 to 4 carbon atoms, glycidyl, alkyl of 2 to 4 carbon atomsinterrupted by one or two oxygen atoms, said alkyl substituted by one ortwo hydroxyl groups or both interrupted by said oxygen atoms andsubstituted by said hydroxyl groups, or R₁ is alkyl of 1 to 4 carbonatoms substituted by —COOZ where Z is hydrogen or alkyl of 1 to 4 carbonatoms, in formula B*, m is 1 or 2, R₂is alkyl of 1 to 4 carbon atoms orR₂ is CH₂(OCH₂CH₂)_(n)OCH₃ where n is 1 to 4, when m is 2, R₂ isalkylene of 1 to 8 carbon atoms, in formula C*, R₁₀ is hydrogen oralkanoyl of 1 or 2 carbon atoms, x is 1 or 2, when x is 1, R₁₁ ishydrogen, alkyl of 1 to 4 carbon atoms or glycidyl, R₁₁ is alkyl of 1 to4 carbon atoms substituted by COOZ where Z is hydrogen or alkyl of 1 to4 carbon atoms, when x is 2, R₁₁ is alkylene of 1 to 6 carbon atoms, informula D*, R₁₀ is hydrogen, y is 1 or 2, R₁₂ is defined as R₂ above.13. An ink-jet ink, an ink-jet recording material or an ink-jet systemaccording to claim 5, wherein the compound of formula (II) is selectedfrom (a) 1-hydroxy-2,2-6-6-tetramethyl4-acetoxypiperidinium citrate; (b)1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidinium bisulfate; (c)1-hydroxy -2,2,6,6-tetramethyl4-oxo-piperidinium acetate; (d)1-hydroxy-2,2,6,6-tetramethyl-4-methoxy-piperidinium acetate; (e)1-hydroxy-2,2,6,6-tetramethyl-4-propoxy-piperidinium acetate; (f)1-hydroxy-2,2,6,6-tetramethyl-4-(2-hydroxy-4-oxapentoxy)piperidiniumacetate; (g) 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidiniumchloride; (h) 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidiniumacetate; (i) 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidiniumbisulfate; (j) 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidiniumcitrate; (k) bis(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)citrate; (l) tris(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)citrate; (m) tetra(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)ethylenediamine-tetraacetate; (n)tetra(1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidinium)ethylenediamine-tetraacetate; (o)tetra(1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperidinium)ethylenediamine-tetraacetate; (p)penta(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)diethylenetriamine-pentaacetate; (q)penta(1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidinium)diethylenetriamine-pentaacetate; (r)penta(1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperidinium)diethylenetriamine-pentaacetate; (s)tri(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)nitrilotriacetate; (t)tri(1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidinium)nitrilotriacetate; (u)tri(1-hydroxy-2,2,6,6-tetramethyl4-oxopiperidinium) nitrilotriacetate;(v) penta(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)diethylenetriamine-pentamethylenephosphonate; (w)penta(1-hydroxy-2,2,6,6-tetramethyl-4-acetamidopiperidinium)diethylenetriamine-pentamethylenephosphonate; (x)penta(1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperidinium)diethylenetriamine-pentamethylenephosphonate.
 14. An ink-jet inkaccording to claim 1, containing 0.01 to 30% by weight of at least onecompound of formula (I) or (II).
 15. An ink-jet recording materialaccording to claim 2, containing 1 to 10000 mg/m² of at least onecompound of the formula (1) or (11).
 16. A process for stabilisingink-jet prints, which comprises applying to a recording material forink-jet printing an ink composition containing a water soluble dye or asolution of a dye in an organic solvent and at least one compound of theformula (I) or (II) as defined in claim 1 and drying said recordingmaterial.
 17. A process for stabilising ink-jet prints, which comprisesapplying to a recording material for ink-jet printing a casting orcoating dispersion or an aqueous or organic solution containing at leastone compound of the formula (I) or (II) as defined in claim 1 andfurther applying either an ink composition containing a water solubledye or a solution of a dye in an organic solvent; or an ink compositioncontaining a water soluble dye or a solution of a dye in an organicsolvent and at least one compound of the formula (I) or (II) and dryingsaid recording material.
 18. Use of a water-soluble hindered aminecompound of the general formula (I) or (II) as defined in claim 1 aslight stabiliser for ink-jet inks or recording material.